Another Story about Judy [MF]….part of an ongoing series

I’ve know Judy since high school. We dated briefly, hooked up multiple times in college (different universities a few hours apart)…this is the story of one of the best of those hook ups.

Neither of us were dating anyone and Judy asked if she could come visit for the weekend for some ‘fun’ and to pay up on loosing a bet we had over our schools football game. We won and I told her it was time to pay up. I let my roommates know Judy was coming up. They both knew her from previous visits and road trips. She rolled in late on Friday and we headed to the bar right by our house for some beers and catching up.

One of my roommates, Kevin, was with me when Judy walked in. We were all chit chatting when the subject of the bet came up. Kevin asked what Judy would have to do to ‘pay up’. I said I wasn’t sure yet….so he offered up an idea. He knew she loved wearing skirts even in the winter and she would certainly have some to wear this weekend even though it was winter and only in the 20° at night. His suggestion: Judy would wear her shortest skirt out the next night….without panties, all night as we bar hopped.

Waiting for my dream to finally come true [MT][Fantasy]

I originally posted this on r/TStories, thought I’d share it here too, who knows some might appreciate what I have to say.

Before I start I just want to make it clear that I don’t mean to show any disrespect to anyone from the trans community. I tagged this post as “fantasy” because that is just what it is, there’s no hidden meaning behind it and it does not reflect any hateful view or attitude that I have towards the trans community. If any part of my post comes off as offensive, it wasn’t my intention and you can DM me on which areas of my post should be corrected.

《MY FANTASY》

It’s been a long-time fantasy of mine to pick up one or two random ladyboy hookers (those who identify themselves as proper females and went through physical changes to look the part but have chosen to keep their male genitalias) off the street, maybe without making any prior arrangements for their services but just showing up to them unannounced, bring them to a nearby back alley and talk them into doing an impromptu “transaction”. The more “trashy” they are (heavy makeup, uncut cock, long thick pubes), the better for my “mission”.

I [M] am in an arranged marriage, and remember the teacher I loved [F] – Dubai-based – Part 1

*(Quick disclaimer: This is based on my true life story, but I’ve changed a few details for obvious reasons. Also, English isn’t my first language, but I tried to be as narrative as possible. This is my first time writing anything in a narrative form, so I hope you can give me some feedback not only on my writing style, but in general too. I’d appreciate it. Enjoy!)*

Arrange marriages suck, and that’s the bottom line. You may need to have conservative sentiments to accept it, or leniency to tolerate it, but in the end, it just sucks. There’s no organic chemistry, maybe first laying eyes on one another across the desks at school. A shy smile, a smile back, a glimmer in her eyes, a wink from his. A mutual attraction in a sea of other lesser options. That’s the real test of love: being able to single out the one you know you can talk to and be with, and potentially build a life together.

Finally hooking up with my stepmother. [taboo][part 1]

The first time I remember Amy was when i was in 5th grade. My father brought her around and told me it was someone special to him. To be honest, she’s been around as a mother figure for so long, that I just consider her my mom.

The first thing I ever though about Mom was.. she’s so pretty. Like the princesses, but in real life. She had dirty blonde hair and blue-green eyes. To add to the idea she was a princess, she would curl her hair when wearing it down. When her hair was up, she would put it into a braided crown. True royalty walking in my household.

It was innocent.. at first. I knew she was pretty and I loved her like a mother. It wasn’t until I was about to go into 8th grade. A bit of a late bloomer. When I was going through the classic bout of puberty, I asked a friend how they would watch porn, as I had heard about it and was curious. He told me the best way was to try and find an incognito page on whatever search engine I used, and just google porn. It’s that simple.

Published
Categorized as Erotica Tagged

Of Kindness and Kink. Chapter 3: Reluctant Dominant [bondage]

As I went to the kitchen, I thought: “STUPID!!! SHE WANTED ME TO GO ALL THE WAY!!! SHE WAS PROBABLY INCITING ME!!!! But… she could’ve just been enjoying the massage… but… THAT MUCH?!?! YOU IDIOT!!!! IT WAS A SIGN AND YOU MISSED IT!!!! YOU MISSED IT!!!! NOW SHE’LL NOT WANT ANYTHING WITH YOU, YOU FUCKING COWARD!!!!”.

I brought her a glass of water and placed the sheets back over her legs. I ordered a pizza and it arrived thirty minutes later. All that while, Jenny was very quiet. I couldn’t bring myself to say a single word; I was swimming in a stew of shame, regret, anger and self disappointment.

I helped Jenny eat and even cleaned her lips with a napkin. “Would you like to watch a movie? I’ve got Netflix, Apple TV, Amazon Prime, Hulu… you name it, I got it. “Well, I’ve never seen Schindler’s List. Is it good?”, she asked. “It’s one of my favorites; let’s watch it”, I said.

I [TF] had a socially distant threesome with my ex [M] and his fwb [NB] in a graveyard.

*Disclaimer: I am trans. Kind of tired of reading the same vitriol over and over, so if you wanna hate on me at least be creative.*

Pics on my profile if you want to see what I look like.

Gabe and I dated in the summer of 2019. It started during a warm, streetlight night up at my mom’s house on the hill outside of town. We sat in the middle of the street, only moving to get out of the way when the occasional car drove by. It was on this night that I told him I had had a crush on him through high school, before I was even out. He seemed a little surprised but wasn’t put off at all. We just kept talking and reminisced until he left.

The next night he came over and we drank beer with another friend. She ended up leaving, and with us being tipsy we ended up making out. We decided to stop, and meet up again when we were both sober to see if we really wanted to hook up. The next night I sucked him off on my couch, and it was clear we both wanted it. We eventually started dating, hooked up throughout the summer, culminating in him taking my anal virginity, and then broke up at the end. I was moving away and didn’t want to do long distance.

Daydreaming About Daddy

Why are you always in my best dreams? I end up wet and horny as fuck.

This morning I came to work like any normal day. It was a slow morning. The office was quiet so I did what any lonely, horny woman would do. I pulled out my phone and watched a little porn. Thankfully we have desks with a cover on the front. No one else knew my hand was up my skirt teasing my clit.

You walked in and my pussy pulsated. I pulled my hand away and set my phone down just as you walked by. I couldn’t get caught by you of all people. You’ve been been in my fantasies for years. I watched from the corner of my eye as you walked into your office and closed the door. If only I was under that desk with my face buried in your lap and your cock in the back of my throat.

I snapped myself back to reality. You’re my boss and I have to stay professional. At least during office hours. A few glasses of wine in my tub later tonight is another story. Right now I need to focus on this ridiculously slow day.

Cybernetic freedom. The beginning.

I cant seem to really talk to anyone about the things that go through my head. My fetishes. Some too dark to say outloud. I usually browse the net for chat rooms to get some relief. It all just seems like an ocean of boys thinking that sending random dick pics as an introduction is the key to getting in a womens panties.
Most of the men I meet in person, either are boring or selfish. Most but not all. I remember Jin Ho. He was this Korean hottie. Tall and thick. Not buff but not overweight. Just thick. Full lips, black hair, ivory skin, and big brown eyes. He had a dimple on his left cheek. I met him online first. He so happened to be local and we decided to meet up at a public place and see if there was chemistry. As soon as I saw him my pussy wanted him. Lucky for me he wanted me too. We went back to his place. I was nervous. He handed me some whiskey that we had bought on our way to his apartment. I sat on his couch. He stood over me and placed both hand on the headrest of the couch. Inches away from my face. My heart wanted to leave my body. I know my face showed my arousal. I felt the temperature rise. He looked straight into my eyes with a sly smile and said softly

Off-Switch – [FM] – BDSM, Orgasm Control

A lot of people know that I have an “off-switch.” When I get smoke weed I go mute and can’t speak. I can type or text, but I can’t say a word. I wouldn’t be that much fun at a party if I can’t talk to anyone.

But I do have fun with my “off-switch.” A few weeks into meeting me Sir learned how powerful my “off-switch” is. When I’m high I can’t make *any* sounds. I’m usually a mewling, needy little slut that gradually goes from panting, aching moans with every thrust to a loud, ecstatic orgasm. But when I get high that all goes away. There are no more yelps, giggles, moans, or words anymore.

It’s all breath and gasps as they tease my aching clit. There’s no muttering fuck under my breath. It’s all pleading looks as they slide their cock into my dripping pussy. There’s no whispering of thanks. It’s all eyes rolling back as the thrusts go deeper and deeper. There’s no sound.  

[MF] I [M29] unknowingly hooked up with a Russian escort [F20]

The Russian escort, let’s call her Alisa. Description of Alisa: 5 ft 9 or 180 cm tall, white tanned blonde with a fit surfer body and E cups.

I met Alisa for the first time when I was grabbing some Starbucks in the lobby of my client’s office building. Alisa was struggling to order since she doesn’t speak the foreign language of the country we are in and her English was average. I was lined up behind her and offered to help (baffles me why some people’s coffee preference is like a complex chemistry mix.) She thanked me while we wait for our orders. We small-talked for a little bit and she told me she’s new to the city and came here as an international exchange student.

Alisa is stunning, definitely a 9 out of 10. Her height and her beauty make her stand out in the crowd. I am decent looking but standing at 5 ft 6 or 170 cm tall so naturally, I didn’t think I had a shot. Our communication was challenging since her English is basic and I don’t speak Russian. Surprisingly, she asked if I wanted to grab dinner with her since she doesn’t know anybody in the city.